Greenwood Holiday Rentals from AU$166: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Greenwood has to offer?

RiverFront Country Home with Blue Mountain Views : This holiday home rental outside of Greenwood is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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In two weeks

In two months

In three months

In four months

Our top choices for Greenwood holiday rentals

An outdoor patio with stone flooring, string lights, and various plants.

1. Guesthouse

Crozet

Melissa G.

includes taxes & fees

4 Oct - 5 Oct

2. Valley Extended Suites

Fishersville

Jessica

includes taxes & fees

7 Oct - 8 Oct

A log cabin with a red door, a welcome sign, and a window with a hanging flower arrangement.

3. Willow Haven: Cozy cabin in delightful Afton

Afton

Travis W.

includes taxes & fees

30 Sept - 1 Oct

A wooden deck with a table and chairs, surrounded by lush greenery.

4. Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

Charlottesville

Jeanie F.

includes taxes & fees

28 Sept - 29 Sept

A cozy cabin interior with wooden walls, a TV on a wooden stand, a sofa, and a staircase.

5. Willow Haven-Charming 2-bedroom cabin in delightful Afton with AC

Afton

Christian G.

includes taxes & fees

29 Sept - 30 Sept

An outdoor seating area with wooden chairs and a central fire pit, surrounded by a stone wall and a building with a red roof.

6. The Cottage @ Afton Mountain- Close to Wineries!

Afton

Beth

includes taxes & fees

28 Sept - 29 Sept

7. Stay in Crozet Train Suite in Downtown Crozet

Crozet

Brian

includes taxes & fees

28 Sept - 29 Sept

A hotel room with a bed, a nightstand with a lamp, a blue tissue box, and a window with a curtain.

8. Rockwell Ridge | Inn with Afton Mountain Views

Afton

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Top Greenwood Hotel Reviews

Holiday Inn Charlottesville-Univ Area by IHG

8/10 Good

"The room was clean and the beds were very comfortable. The shower had good water pressure. The breakfast was basic. I wished it had more fruit options besides just oranges. The parking had ample spaces for cars. The reason for only 4 stars - our room was located next to the ice machine area, so I was awaken at 1:30am by someone getting the ice. I noticed that anytime I book a hotel room through Expedia, the hotel always tries to give you a room at the worst location of the hotel or the room for handicapped people where sinks are lower than usual so you end up bending more to use them. I think Expedia should address this issue with the hotels."

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent

"I only stayed one night as I was only in the area for a concert. But the location was perfect and the area felt very safe. The staff were all very friendly and the room was clean. All in all this location meet my expectations. I didn’t really use any of the amenities because I was there for such a short time but I have to say when I first arrived and walking into the lobby and it smelled of popcorn, that put a smile on my face…. I mean who doesn’t love the scent of popcorn. I also appreciated that you had hot chocolate packets at breakfast because I don’t drink coffee or OJ so being able to make a warm cup of cocoa before I hit the road was lovely."

Motel 6 Staunton, VA

8/10 Good

"This Motel 6 property is the best one that I have stayed at in the past 10 years. Amazing! The property is unexpectedly beautifully landscaped, well painted, clean, and the rep who met us upon arrival was pleasant and professional. The room was well maintained and clean. The beds and pillows were a bit uncomfortable for my standards, but I could have chosen another hotel brand if I wanted better. They were acceptable so I would not hesitate to stay here unless that important to you."

Sonesta ES Suites Charlottesville University

10/10 Excellent

"Was pleasantly surprised by this hotel. Very comfortable room, kitchenette and full sized fridge was welcome, super clean. Breakfast was typical but good (even the coffee!). Only hitch was a slightly abrupt front desk clerk (the other couple I dealt with were lovely). Parking was tight tho I did get a spot. Didn’t have my dog with me but looked like a great place for pets, big grassy area with benches and bins for waste bags."

DoubleTree by Hilton Hotel Charlottesville

8/10 Good

"The lobby and a few other areas had been updated and were very nice. The late night guest services gentleman who checked us in was super friendly and made us feel welcome. And, of course, there were the warm cookies! The room was also very nice and had all the amenities needed for comfort--plenty of options for recharging devices, refrigerator, microwave, and coffee pot. Unfortunately, the bathroom was out of date and needed some maintenance. The bathtub had a few black marks that, at first, looked like dirt, but were actually wear marks or stains. The bottom of the door was ragged and beyond repair. In addition to that, the bath gel was nearly empty--better attention about replenishing is needed. The best part of the room, however, was the bed. Incredibly comfortable mattress and crisp, fresh sheets. Best sleep in a long time!"

Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Greenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as AU$166 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its wineries.

What are some of the best holiday rentals that Greenwood has to offer?

RiverFront Country Home with Blue Mountain Views: This holiday home rental outside of Greenwood is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Greenwood?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Greenwood stay.

What’s there to see and do in Greenwood?

Explore the area and family-friendly sights such as Virginia Discovery Museum, or get out into nature at a spot like Rockfish Gap Entrance Shenandoah. In the wider area, you’ll find Pollak Vineyards and King Family Vineyards.

What’s a holiday rental in Greenwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwood. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.

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Check prices for these dates

Our top choices for Greenwood holiday rentals

1. Guesthouse

2. Valley Extended Suites

3. Willow Haven: Cozy cabin in delightful Afton

4. Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

5. Willow Haven-Charming 2-bedroom cabin in delightful Afton with AC

6. The Cottage @ Afton Mountain- Close to Wineries!

7. Stay in Crozet Train Suite in Downtown Crozet

8. Rockwell Ridge | Inn with Afton Mountain Views

9. Stay in Crozet Mountain Suite in Downtown Crozet

10. Rosé All Day: Wine Country Getaway! Walk to Dining

11. The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

12. Rockwell Ridge | Private Retreat w/ Mountain Views

13. High Street | Walk to Everything Crozet | Pet-Friendly

14. Where the Trail Ends

15. NEW! Cheerful 2 bd bungalow with hot tub. Must see!

16. Afton Cottage w/ Hot Tub, Firepit, Mountain Views

17. Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

18. Ivy Rose Cottage nestled b/t Cville & Vineyards

19. Rockwell Ridge | Chestnut Suite with Lux Bathroom

20. Unique Cypress cottage, close to Charlottesville with mountain views.

Find holiday rentals that suit your style

Top Greenwood Hotel Reviews

Holiday Inn Charlottesville-Univ Area by IHG

Comfort Inn & Suites Charlottesville Hollymead Town Center

Sleep Inn Staunton

Omni Charlottesville Hotel

avid hotel Staunton by IHG

Motel 6 Staunton, VA

Sonesta ES Suites Charlottesville University

DoubleTree by Hilton Hotel Charlottesville

Boar's Head Resort

Find out more about Greenwood

Frequently asked questions

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